7362-39-2

Basic information

• Product Name: p-Coumaric acid ethyl ester
• Synonyms: p-Coumaric acid ethyl ester;2-Propenoic acid, 3-(4-hydroxyphenyl)-, ethyl ester, (2E)-;trans-p-Hydroxycinnamic acid ethyl ester;(E)-Ethyl 3-(4-hydroxyphenyl)acrylate
• CAS NO: 7362-39-2
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192
• Mol File: 7362-39-2.mol
• Article Data: 89

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: p-Coumaric acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: p-Coumaric acid ethyl ester(7362-39-2)
• EPA Substance Registry System: p-Coumaric acid ethyl ester(7362-39-2)

Safety Data

• Hazardous Substances Data: 7362-39-2(Hazardous Substances Data)

Usage

General Description

p-Coumaric acid ethyl ester, also known as ethyl p-coumarate, is a chemical compound belonging to the class of phenolic esters. It is derived from p-coumaric acid, which is found in various plants and fruits. p-Coumaric acid ethyl ester has been studied for its potential anti-inflammatory, antioxidant, and antimicrobial properties. It has also been investigated for its use in the food, pharmaceutical, and cosmetic industries due to its potential health benefits. Additionally, it has shown potential as a natural preservative in food products. The compound has gained attention in research for its potential therapeutic applications, making it a subject of interest for further study in various fields.

Upstream product

• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 123-08-0 4-hydroxy-benzaldehyde 
• 64-17-5 ethanol 
• 105-36-2 ethyl bromoacetate 
• 2628-16-2 p-acetoxystyrene 
• 64-67-5 diethyl sulfate 
• 7400-08-0 para-coumaric acid 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 106-41-2 4-bromo-phenol 
• 140-88-5 ethyl acrylate 
• 339552-93-1 C₁₄H₁₆O₃ 
• 73183-34-3 bis(pinacol)diborane 
• 1071-46-1 hydrogen ethyl malonate 
• 540-38-5 p-Iodophenol 

Downstream Products

• 160651-07-0 3-(4-hydroxycyclohexyl)propionic acid ethyl ester 
• 25743-64-0 trans-p-acetoxycinnamic acid ethyl ester 
• 60377-07-3 (Z)-3-{4-[3-(4-Chloro-phenoxy)-2-hydroxy-propoxy]-phenyl}-acrylic acid ethyl ester 
• 83021-94-7 ethyl p-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyloxy)cinnamate 
• 84243-76-5 ethyl p-(3,6-di-O-acetyl-2-azido-2-deoxy-4-O-p-tolylsulfonyl-α-D-galactopyranosyloxy)cinnamate 
• 83021-95-8 ethyl p-hydroxycinnamate trimethylsilyl ether 
• 84243-73-2 ethyl p-(2,3,4,6-tetra-O-methyl-β-D-glucopyranosyloxy)cinnamate 
• 84243-72-1 ethyl p-(2,3,4,6-tetra-O-methyl-α-D-glucopyranosyloxy)cinnamate 
• 3901-07-3 3-(4-methoxy-phenyl)acrylic acid methyl ester 
• 2979-06-8 cis-3-(4-Hydroxyphenyl)-2-propensaeure-ethylester 
• 244293-43-4 ethyl (E)-3-(4-(((tert-butyldimethylsilyl)oxy)phenyl)acrylate) 
• 20649-40-5 (E)-4-(3-hydroxyprop-1-enyl)phenol 
• 3690-05-9 4-hydroxycinnamic alcohol 

Relevant articles and documents

Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones

We report the [Ru(p-cymene)(l-proline)Cl] ([Ru1])-catalyzed cyclization of 1,4,2-dioxazol-5-ones to form dihydroquinoline-2-ones in excellent yields with excellent regioselectivity via a formal intramolecular arene C(sp2)-H amidation. The reactions of the 2- and 4-substituted aryl dioxazolones proceeds initially through spirolactamization via electrophilic amidation at the arene site, which is para or ortho to the substituent. A Hammett correlation study showed that the spirolactamization is likely to occur by electrophilic nitrenoid attack at the arene, which is characterized by a negative ρ value of -0.73.

Bimetallic Ni–Pd Synergism—Mixed Metal Catalysis of the Mizoroki-Heck Reaction and the Suzuki–Miyaura Coupling of Aryl Bromides

Abstract: A combination of Pd and Ni complexes activated aryl bromides for the thermal Mizoroki-Heck reaction and Suzuki coupling giving high yields in short reaction times. A thermal redox mechanism probably occurs whereby Ni complex transfers electron and reduces the Pd (II) to Pd (0) which then takes the reactants through the standard protocol of oxidative-addition, migratory insertion and reductive elimination, typical for the Mizoroki-Heck reaction and the Suzuki coupling. Graphic Abstract: [Figure not available: see fulltext.]

Larvicidal activity and in silico studies of cinnamic acid derivatives against Aedes aegypti (Diptera: Culicidae)

Cinnamic acid derivatives (CAD's) represent a great alternative in the search for insecticides against Aedes aegypti mosquitoes since they have antimicrobial and insecticide properties. Ae. aegypti is responsible for transmitting Dengue, Chikungunya, and Zika viruses, among other arboviruses associated with morbimortality, especially in developing countries. In view of this, in vitro analyses of n-substituted cinnamic acids and esters were performed upon 4th instar larvae (L4) of Ae. aegypti, as well as, molecular docking studies to propose a potential biological target towards this mosquitoes species. The larvicide assays proved that n-substituted ethyl cinnamates showed a more pronounced activity than their corresponding acids, in which p-chlorocinnamate (3j) presented a LC50 value of 8.3 μg/mL. Thusly, external morphologic alterations (rigid and elongated body, curved bowel, and translucent or darkened anal papillae) of mosquitoes’ group exposed to compound 3j, were observed by microscopy. In addition, an analytical method was developed for the quantification of the most promising analog by using high-performance liquid chromatography with UV detection (HPLC-UV). Molecular docking studies suggested that the larvicide action is associated with inhibition of acetylcholinesterase (AChE) enzyme. Therefore, expanding the larvicidal study with the cinnamic acid derivatives against the vector Ae. aegypti is important for finding search for more effective larvicides and with lower toxicity, since they have already shown good larvicidal properties against Ae. aegypti.